Chapter 13: Do You Have a Plug Handy?

Continued from chapter 12:

The sound of several pairs of fingers cracking fills the air as the girls circle closer, eager to leave their own marks on my tender flesh.

“Alright, ladies, let's paint this canvas, shall we? Don't be afraid to get creative.”

Jane lands a particularly sharp smack right on my sit spot, reveling in my yelp.

SPANK! SLAP! SLAP! SLAP! SPANK!

“That's it, Cherry. Take your punishment like a good girl. Show us all how much you love being dominated and humiliated.”

Taylor encourages, “You can do it, Cherry. Show us how much you want this.”

Everyone gets involved. Erica, Lauren, Taylor, and Jane all take turns spanking my bare bottom as Guy's clever fingers begin to manipulate all of the sensitive areas around my cock, testicles, and taint.

SPANK! SPANK! SPANK! SPANK! SPANK!

“Ooohhh, he's so smooth,” Guy shrieks with glee.

“Jane, Taylor, how did you get him so deliciously smooth?”

Chapter 13:

Jane grins wickedly as she watches the others take turns marking my tender flesh, her palm stinging from the repeated impacts.

“Oh, we have our ways, don't we Taylor? Lots of practice and patience.”

SPANK! SLAP! SLAP! SLAP! SPANK!

Leaning in close, Jane purrs in my ear, “We wanted to make sure every inch of our precious Cherry was silky soft and sensitive, just begging to be touched.”

“And from the sounds of those delicious shrieks, I'd say our efforts paid off nicely, wouldn't you agree?”

Jane punctuates her question with another sharp smack to my sit spot, twisting her wrist at the last second to catch my inner thigh.

“Now, be a good girl and count out loud for us.”

SPANK! SPANK! SPANK! SPANK! SPANK!

I howl with surrender as tears pour down my cheeks, a mix of humiliation and arousal coursing through me as Guy's long, effeminate fingers dance over my body, striking nerve endings that send electric jolts of pleasure straight to my groin.

His touch is different from Taylor's—more knowing, more experienced. I'm on the edge, my body craving release, but Guy's firm grip around my testicles keeps the orgasm at bay. The spanks rain down, and I count them off, each one punctuated by my grateful acknowledgment.

“One...thank you, Mistress Jane.”

“Two...thank you, Mistress Taylor.”

“Three...thank you, Mistress Erica.”

“Four...thank you, Mistress Lauren.”

"Five...thank you Master Guy!"

Jane leans in, her breath hot on my ear.

SPANK! SLAP! SLAP! SLAP! SPANK!

“You're doing so well, taking your punishment like a good little girl,” she whispers, her voice a husky murmur.

I whimper, spreading myself wider, offering Guy more access.

“Yes,” I gasp. “I want to be a good girl.”

“Cherry Rosebud is a good girl. Spank me, spank all of the naughtiness out of me. Thank you, Guy. Thank you for holding my manhood in your hands.”

SPANK! SPANK! SPANK! SPANK! SPANK!

Tears roll down my face, the surrender both humiliating and exhilarating.

“I'm so close, please let me cum.”

Guy responds with a sharp spank.

“No, Cherry. Not yet. Not until I give you my permission.” He turns to the others.

“Taylor, Jane, do you have a plug handy? If I'm going to take Cherry's Rosebud later, we're going to need to stretch her a bit.”

Jane's eyes light up, a predatory grin spreading across her face.

“Ooh, now that's an excellent idea, Guy.”

She saunters over to her bag, rummaging around before pulling out a sleek, black silicone plug with a jeweled base, along with a bottle of premium lube.

“Behold! The perfect tool to mold our naughty schoolgirl into the perfect little bottom bitch.”

She dangles the plug teasingly in front of my face.

“Open wide, Cherry. It's time to prepare this tight little rosebud for its first real fucking. If you're a very good girl and take it well, maybe we'll even let you cum…”

SPANK! SPANK! SPANK! SPANK! SPANK!

I open my mouth, and Jane makes me suckle the plug, the silicone slick with my saliva. Meanwhile, Erica, Lauren, Taylor, and Guy continue to spank me, their hands falling sharp and crisp on my bare bottom. Once the plug is wet enough, Jane hands it to Guy with a giggle.

“Alright, Guy, she's all yours,” Jane says, crossing her arms and watching me squirm under his touch.

“Mold that tight little hole into the perfect fuck sleeve for you. And don’t be afraid to really work her open—I want her sloppy and gaping by the time you’re done.”

Gasping, I feel the pressure of the plug pushing into my rim, that tight, puckered entrance quivering under Guy’s touch.

“Just relax for me, sweetie,” Guy coos, removing the plug and stroking my crack with a long finger. I shudder at the intimacy, the degradation, the sheer eroticism of being handled like this.

“We're going to need some lubrication, girls. He's pretty tight back here.”

Jane smirks, grabbing the lube and drizzling a generous amount onto Guy's fingers.

“Mmm, looks like someone is REALLY enjoying this, even if they won't admit it.”

“Sweet little Cherry, you’re going to be so full of pleasure,” Lauren teases, her voice dripping with playful mockery.

“Just wait until Guy really gets in there.”

“Yeah, I bet you love it, don’t you, Cherry?” Taylor adds, a wicked grin on her face.

“Just a little more stretching, and you’ll be ready to take anything we give you.”

Guy works the lube into my clenching rim, circling and teasing, before slowly pressing in. I moan at the intrusion, a deep, guttural sound torn from my throat.

“There we go, Cherry,” Guy murmurs. “No clenching now.”

“Take my finger like a good girl.” He turns to the others.

“Erica, do you want to hold him open? Lauren, do you want to lube him up? Taylor, why don't you fetch me those red satin panties he was wearing earlier?”

To be continued in chapter 14...